Preparation of Building Blocks for Iterative Suzuki-Miyaura Reactions via Direct Bromination of Aryl Boronic Acids: One-Pot Total Syntheses of Dictyoterphenyls A and B
- Authors
- Lee, Chun-Young; Cheon, Cheol-Hong
- Issue Date
- 10-11월-2017
- Publisher
- WILEY-V C H VERLAG GMBH
- Keywords
- Blocking Group; Dictyoterphenyls A and B; Iterative Suzuki-Miyaura reaction; MIDA Boronates; Pot-economy
- Citation
- ADVANCED SYNTHESIS & CATALYSIS, v.359, no.21, pp.3831 - 3836
- Indexed
- SCIE
SCOPUS
- Journal Title
- ADVANCED SYNTHESIS & CATALYSIS
- Volume
- 359
- Number
- 21
- Start Page
- 3831
- End Page
- 3836
- URI
- https://scholar.korea.ac.kr/handle/2021.sw.korea/81561
- DOI
- 10.1002/adsc.201700733
- ISSN
- 1615-4150
- Abstract
- A highly efficient method for the preparation of 4-alkoxy-3-bromophenyl boronic acid N-methyliminodiacetic acid (MIDA) esters as building blocks in iterative Suzuki-Miyaura reactions from the 4-alkoxyphenylboronic acids is described using a boronic acid moiety as a blocking group in bromination reactions. With these MIDA boronates, the total syntheses of dictyoterphenyls A and B were developed in only two separate one-pot operations. Furthermore, we have developed a more practical protocol for the preparation of meta-terphenyl natural products by simply adding the second aryl halide and water to the reaction mixture via the controlled release technique.
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Collections - College of Science > Department of Chemistry > 1. Journal Articles
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